CHEM 8 A
Stereochemistry Report Scaffold
Introduction The purpose of this experiment was to find out the absolute configuration of 1-phenylethanol. This was accomplished by using the method of competitive enantioselective conversion (CEC), where 1-phenylethanol reacts with one enantiomer of the chiral catalyst homobenzotetramisole (HBTM). The technique that was applied was thin-layer chromatography (TLC), which will determine the HBTM enantiomer that will react faster.
Theory The difference between the two HBTM catalysts that were used is that they both have different configurations; one enantiomer having R configuration being (R)-HBTM and the other having S configuration being (S)-HBTM. With the addition of 1-phenylethanol, either one …show more content…
It utilizes the technique of thin-layer chromatography (TLC) and a chiral catalyst (homobenzotetramisole (HBTM) ). The two enantiomers (S)-HBTM and (R)-HBTM were used to react with 1-phenylethanol; which resulted in one enantiomer reacting faster than the other with the 1-phenylethanol. To determine which enantiomer reacted faster, thin-layer chromatography (TLC) was then used. During the TLC process, the solution of the enantiomer (R)-HBTM in Vial B on the top spots (product), had more color intensity than the spots at the bottom (starting material). Therefore, it indicated a large amount of compound in vial B. The data that was obtained relates to how polar compounds adhere best to the TLC plate. The alcohol was determined to be the compound with the lower Rf value, therefore, indicating that the ester products were the compounds with a high Rf value. Furthermore, the conclusions that can be drawn from the data obtained, the spots in vial B indicate having a larger amount of esters in the products side than the starting material with the 1-phenylethanol, due to the esters being farther from the starting material in vial B,as well as, having a bigger and the intensity of the spots on the TLC plate; indicating (R)- HBTM in vial B reacted faster with 1-phenylethanol than vial A. Exact reaction conversion amounts are …show more content…
Which is able to be seen in the results that were collected from the TLC plate spots and the quantitative data. A question that remains unanswered is if there are any related substances contained in the sample, or if there are any specific impurities present. In addition, a question that was raised from results and analysis is if the catalyst that was used for the experiment is the only one that can be used that works well with the enantiomers. To conclude, a future experiment that could be performed using CEC and TLC is with medicine that utilizes enantiomers, for instance ibuprofen. Ibuprofen exists as a racemic mixture, so it can be determined how it is developed by comparing one of its enantiomers to the receptor it targets. Separating and analyzing its enantiomers can show the importance of chiral separation in drug
Stereochemistry Report Scaffold
Introduction The purpose of this experiment was to find out the absolute configuration of 1-phenylethanol. This was accomplished by using the method of competitive enantioselective conversion (CEC), where 1-phenylethanol reacts with one enantiomer of the chiral catalyst homobenzotetramisole (HBTM). The technique that was applied was thin-layer chromatography (TLC), which will determine the HBTM enantiomer that will react faster.
Theory The difference between the two HBTM catalysts that were used is that they both have different configurations; one enantiomer having R configuration being (R)-HBTM and the other having S configuration being (S)-HBTM. With the addition of 1-phenylethanol, either one …show more content…
It utilizes the technique of thin-layer chromatography (TLC) and a chiral catalyst (homobenzotetramisole (HBTM) ). The two enantiomers (S)-HBTM and (R)-HBTM were used to react with 1-phenylethanol; which resulted in one enantiomer reacting faster than the other with the 1-phenylethanol. To determine which enantiomer reacted faster, thin-layer chromatography (TLC) was then used. During the TLC process, the solution of the enantiomer (R)-HBTM in Vial B on the top spots (product), had more color intensity than the spots at the bottom (starting material). Therefore, it indicated a large amount of compound in vial B. The data that was obtained relates to how polar compounds adhere best to the TLC plate. The alcohol was determined to be the compound with the lower Rf value, therefore, indicating that the ester products were the compounds with a high Rf value. Furthermore, the conclusions that can be drawn from the data obtained, the spots in vial B indicate having a larger amount of esters in the products side than the starting material with the 1-phenylethanol, due to the esters being farther from the starting material in vial B,as well as, having a bigger and the intensity of the spots on the TLC plate; indicating (R)- HBTM in vial B reacted faster with 1-phenylethanol than vial A. Exact reaction conversion amounts are …show more content…
Which is able to be seen in the results that were collected from the TLC plate spots and the quantitative data. A question that remains unanswered is if there are any related substances contained in the sample, or if there are any specific impurities present. In addition, a question that was raised from results and analysis is if the catalyst that was used for the experiment is the only one that can be used that works well with the enantiomers. To conclude, a future experiment that could be performed using CEC and TLC is with medicine that utilizes enantiomers, for instance ibuprofen. Ibuprofen exists as a racemic mixture, so it can be determined how it is developed by comparing one of its enantiomers to the receptor it targets. Separating and analyzing its enantiomers can show the importance of chiral separation in drug